Start with the quality of earnings, not the asking price
A business is not attractive simply because its revenue is growing or its asking price looks affordable. Begin by reconstructing the cash the company reliably produces after ordinary operating expenses. Separate genuine owner add-backs from personal expenses that a new owner would still need to replace.
Look at monthly results, not only annual totals. Monthly statements expose seasonality, recent slowdowns, unusual spikes, and the difference between a durable operation and one unusually strong year.
- Reconcile reported profit with bank deposits and tax returns.
- Normalize owner compensation and one-time expenses consistently.
- Calculate working-capital needs before treating cash flow as distributable income.
Measure concentration before celebrating growth
Strong sales can hide a fragile customer base. Ask what percentage of revenue and profit comes from the top five customers, how long those relationships have existed, and whether contracts transfer to a buyer. A company with one dominant client may be a good opportunity, but it should be priced and financed as a concentrated risk.
Apply the same thinking to suppliers, traffic sources, and key employees. Dependence is not automatically a deal-breaker; unidentified dependence is.
Understand what the owner is really doing
Many small businesses are presented as systems but operate through the seller’s memory, relationships, and daily intervention. Keep a two-week activity log with the owner. Identify every decision, customer call, approval, and exception they handle.
Then estimate which responsibilities you can absorb, which require a hire, and which cannot be transferred quickly. The cost of replacing the owner belongs in your operating model, even when it is absent from the seller’s financial statements.
Test the downside before modeling the upside
Buyers naturally see improvements: better marketing, new pricing, automation, or a larger sales team. Underwrite the company as it operates today before paying for changes you have not yet delivered.
Build a downside case with lower revenue, slower collections, employee turnover, and an unexpected capital expense. If the acquisition cannot comfortably service its obligations in a realistic downside case, the structure is too aggressive regardless of the headline multiple.
- What happens if revenue falls 15 percent?
- Can the business fund debt payments and necessary reinvestment?
- How many months of operating cash will remain after closing?
A good deal aligns price, terms, and transition
Value is created by the whole transaction, not just the multiple. Seller financing, an earnout tied to retained revenue, sufficient training, and clear non-compete terms can reduce risks that a lower price alone cannot solve.
The best acquisition is understandable, financeable, transferable, and suited to your operating strengths. Walking away from a confusing deal is not lost progress—it is evidence that your judgment is improving.
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